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2D Structure
Also known as: 389574-19-0, Prasugrel hcl, Prasugrel (hydrochloride), Ly 640315, Prasu doc, Pcr 4099 (hydrochloride)
Molecular Formula
C20H21ClFNO3S
Molecular Weight
409.9  g/mol
InChI Key
JALHGCPDPSNJNY-UHFFFAOYSA-N
FDA UNII
G89JQ59I13

A piperazine derivative and PLATELET AGGREGATION INHIBITOR that is used to prevent THROMBOSIS in patients with ACUTE CORONARY SYNDROME; UNSTABLE ANGINA and MYOCARDIAL INFARCTION, as well as in those undergoing PERCUTANEOUS CORONARY INTERVENTIONS.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-6,7-dihydro-4H-thieno[3,2-c]pyridin-2-yl] acetate;hydrochloride
2.1.2 InChI
InChI=1S/C20H20FNO3S.ClH/c1-12(23)25-18-10-14-11-22(9-8-17(14)26-18)19(20(24)13-6-7-13)15-4-2-3-5-16(15)21;/h2-5,10,13,19H,6-9,11H2,1H3;1H
2.1.3 InChI Key
JALHGCPDPSNJNY-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(=O)OC1=CC2=C(S1)CCN(C2)C(C3=CC=CC=C3F)C(=O)C4CC4.Cl
2.2 Other Identifiers
2.2.1 UNII
G89JQ59I13
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 640315, Ly

2. 747, Cs

3. Cs 747

4. Cs-747

5. Cs747

6. Effient

7. Efient

8. Hcl, Prasugrel

9. Hydrochloride, Prasugrel

10. Ly 640315

11. Ly-640315

12. Ly640315

13. Prasugrel

14. Prasugrel Hcl

2.3.2 Depositor-Supplied Synonyms

1. 389574-19-0

2. Prasugrel Hcl

3. Prasugrel (hydrochloride)

4. Ly 640315

5. Prasu Doc

6. Pcr 4099 (hydrochloride)

7. Effient Hydrochloride

8. Prasugrel Hydrochloride [usan]

9. G89jq59i13

10. Ly640315

11. Dsstox_cid_28993

12. Dsstox_rid_83258

13. Dsstox_gsid_49067

14. [5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-6,7-dihydro-4h-thieno[3,2-c]pyridin-2-yl] Acetate;hydrochloride

15. 5-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl Acetate Hydrochloride

16. Ethanone, 2-(2-(acetyloxy)-6,7-dihydrothieno(3,2-c)pyridin-5(4h)-yl)-1-cyclopropyl-2-(2-fluorophenyl)-, Hydrochloride

17. 5-((1rs)-2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-4,5,6,7-tetrahydrothieno(3,2-c)pyridin-2-yl Acetate Hydrochloride

18. Ethanone, 2-[2-(acetyloxy)-6,7-dihydrothieno[3,2-c]pyridin-5(4h)-yl]-1-cyclopropyl-2-(2-fluorophenyl)-, Hydrochloride (1:1)

19. Cas-389574-19-0

20. Ncgc00188690-01

21. Ncgc00188690-02

22. Unii-g89jq59i13

23. Prasugren Hcl

24. Ethanone, 2-(2-(acetyloxy)-6,7-dihydrothieno(3,2-c)pyridin-5(4h)-yl)-1-cyclopropyl-2-(2-fluorophenyl)-, Hydrochloride (1:1)

25. Effient (tn)

26. Prasugrenhydrochloride

27. 2-[2-(acetyloxy)-6,7-dihydrothieno[3,2-c]pyridin-5(4h)-yl]-1-cyclopropyl-2-(2-fluorophenyl)ethanone Hydrochloride

28. Prasugren Hydrochloride

29. Ly 640315 Hydrochloride

30. Schembl246128

31. Chembl1201773

32. Dtxsid1049067

33. Bcp16928

34. Ex-a2645

35. Prasugrel Hydrochloride (jan/usan)

36. Prasugrel Hydrochloride [mi]

37. Tox21_113621

38. Hy-15284a

39. Mfcd11867705

40. Prasugrel Hydrochloride [jan]

41. S4637

42. Akos022185568

43. Tox21_113621_1

44. Ccg-268764

45. Cs-1785

46. Prasugrel Hydrochloride [mart.]

47. Prasugrel Hydrochloride [vandf]

48. Prasugrel Hydrochloride [usp-rs]

49. Prasugrel Hydrochloride [who-dd]

50. Ac-24004

51. As-35081

52. Am20090719

53. Ft-0656362

54. Prasugrel Hydrochloride [orange Book]

55. Prasugrel Hydrochloride [ep Monograph]

56. D05597

57. Prasugrel Hydrochloride [usp Monograph]

58. 574c190

59. Q27278929

60. [5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-6,7-dihydro-4h-thieno[3,2-c]pyridin-2-yl] Acetate,hydrochloride

61. 2-acetoxy-5-(.alpha.-cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno(3,2-c)pyridine Hydrochloride

62. 2-acetoxy-5-(alpha-cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine Hydrochloride

63. Ethanone, 2-(2-(acetyloxy)-6,7-dihydrothieno(3,2-c)pyridin-5(4h)-yl)-1-cyclopropyl-2-(2-fluorophenyl), Hydrochloride

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 409.9 g/mol
Molecular Formula C20H21ClFNO3S
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass409.0914706 g/mol
Monoisotopic Mass409.0914706 g/mol
Topological Polar Surface Area74.8 Ų
Heavy Atom Count27
Formal Charge0
Complexity555
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Platelet Aggregation Inhibitors

Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system. (See all compounds classified as Platelet Aggregation Inhibitors.)


4.2 FDA Pharmacological Classification
4.2.1 Pharmacological Classes
P2Y12 Platelet Inhibitor [EPC]; P2Y12 Receptor Antagonists [MoA]; Decreased Platelet Aggregation [PE]